#toby flenderson

summary: the office is shocked when you show up to work in a fancy red dress, however, your boyfriend Jim doesn't seem to mind.

warnings: reader is sexualized? michael being michael, kevin being kevin, dwight being dwight.

a/n: i orginally wrote this a long time ago and decided to change some things and post it. not proofread so sorry for any mistakes, enjoy!

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You always wore appropriate attire to work. Your normal attire normally consisted of sweaters or botton up tops with work pants. However, today was going to be different. You lived in a very tiny apartment. The thing was small and cramped, but hey, it was home. The building didn't home a washing machine nor did your apartment. Thankfully though there was a dry cleaners down the block.

The night before, you drove there quickly after work to go wash your clothes. You had a tendency to procrastinate with things like this, one of the many things Jim liked to tease you about. However, when when you showed up, it was closed. Apparently, the place was having lighting problems, which caused the washing machines and dryers to not be able to work. You would’ve drove to another dry cleaners but it was already so late, and everything was closed. So you only had one option. Your red dress.

The dress has stayed in the back of your closet for the past year. You had worn it once, way before you met Jim, back in your single and clubbing days. After that the dress stayed locked away, your normal attire around Jim being work attire or pajamas when he would come over to sleepover. In fact, you don't even think Jim had ever seen you in such attire like this red dress. You can only imagine his shocked dorky face he would display when you walked in. You giggled at the thought.

You take the dress out of your closet and hang it on your door, thankfully there’s no wrinkles. tYou couldn't lie, it was a very nice dress. It was bright red, and the length went slightly below the knee. The front was cute low, showing some cleavage in some angles. It hugged your curves beautifully. You sigh as you stare at yourself in the mirror. This was definitely not work attire.

You sigh and take the dress off, slipping on some pajamas, sending Jim a goodnight text, and drifting off into slumber.

The next morning you woke up late. You quickly scurry out of bed. “Shit shit shit.” Could this get any worse? Dwight will surely be up your ass for being late. You quickly put on the red dress, brushing out your hair and deciding to leave it down, not having any time to style it like you usually would. You quickly brushed your teeth, grabbing your bag and coat, hurrying out the door and to your car.

While on your way, your phone begins to ring. You look at it before grinning. Jim’s name popped up with a picture of the both of you. You answered, putting it on speaker phone and putting it in the cup holder. Safety first.

“Where are you? It’s 9:15. Michael is about to send Dwight out to check on you.” Jim stated anxiously, speaking lowly into the phone. You can now probably suspect that Dwight or Michael was around. You sigh, “Sorry. I woke up late. Don’t let Dwight leave the office. Oh, and please distract Michael when I come in.” You beg.

There is a slight pause from Jim, and you can picture his adorably confused face.

“Why?” He laughs lightly.

You smirk, “You’ll see. Okay love you see you soon.” You state, hanging up the call.

Back at the office, Jim gives his signature look to the camera.

You arrive at the office, walking in. You look at the window and see Jim talking to Michael in his office. You mentally thank him. You had a plan to try to keep your coat on for as long as possible because of your attire, but you soon realized that the office was rather toasty. You sigh, knowing you wouldn’t be comfortable with the coat on.

“Hey Pam.” You greet the receptionist . Pam smiles looking up at you, “Hey [y/n]...” her voice drawls out when you take off your coat. Her eyes widen. Seeing her, you quickly put the coat back on, covering back up. “Oh, is it really that bad? My dry cleaners shut down last night and all the other ones were closed. This is the only clean thing I had in my closet.” You panic.

“No, you look great [y/n] Its just, ya know...” she trails off, glancing to her left. You also look that way to see Kevin and Creed staring at you, well, the different parts of you. You sigh, pinching the bridge of your nose stressfully.

“Don’t stress. Maybe Kelly has extra clothes for you to wear.” Pam suggest. You nod, giving the thought to the idea. “Let’s go check.” She states getting up. You and Pam quickly head to the Annex. Jim see’s you out of the corner of his eye.

Kelly inspects your outfit. “I don’t see what’s wrong with it. It’s super cute.” Kelly says looking you up and down. You sigh, “Kelly, that’s not the point. The dress is cute but you know how the guys in the office can be. Please tell me you have something for me to wear.”

Kelly shakes her head, “Sorry [y/n]. I don’t have anything.”

Meredith speaks up, “Actually I might have a pair of clothes in my van.” Your face lights up, “Really! What kind of clothes?” You ask.

Meredith thinks, “Uh, a mini skirt and a milf t-shirt.”

You sigh, “Yea nevermind.”

Jim comes through the annex and over to Kelly’s desk. “Hey girls, what’s goin on?” You turn around, facing him. His eyes widen. He was definitely curious about the whole debacle on the phone before, but he wasn't expecting this.

“You look...wow.” Jim states. You smile innocently, “Is that a good wow or bad wow?” You smirk, walking towards him. Jim gulps, looking down at you as you look up at him with a innocent smile. Oh, you were so in for it later. “Oh, it’s a good wow. A very good wow.” His voice is breathy.

His hands go to your hips and he looks deeply into your eyes. Suddenly, realizing where he was. He jumps off of you, looking to the other girls of the office. They all stare at you guys with smiles on their faces.

“Uh, you look very good, [y/n]. That is all.” Jim extends his hand for you to shake. You laugh, “Well thank you good sir.” You shake his hand. A moment goes by, and your skin craves his touch, lips craving his. You can tell he felt it too by the look on his face.

“You know what, screw this.” He then grabs you be the face and kisses you passionately. You kiss back, smiling in between kisses. “Awwww.” Kelly drawls out. You and Jim separate, sending her a glance. She pouts, “Sorry.” You laugh and turn back to Jim, who looks at you in adoration. Your eyes widen when realization kicks in.

“Wait, if your here, where the hell is Michael?” You ask. Jim’s eyes widen. You both turn around. You watch in horror as everyone is surrounded at the annex window, watching. Kevin smiles and flashes a thumbs up your way. “Nice goin Jim.” He says, his famous smirk on his lips.

Dwight bursts through the doors, notepad in hand. “[y/n] you are late and wearing a very skippy dress. I’m gonna have to write you up.” Dwight says, doodling nonsense down on the paper. You raise an eyebrow at him, “Oh really? How are you allowed to do that?”

“It’s dress code. No offense [y/n] but those things are really distracting. Toby even said I should write you up.” Dwight says. You turn and glare at Toby, “Really Toby?” You ask with a scoff. Toby backs away, hands in his pockets and eyes to the floor, a sheepish grin on his face. "They are a distraction in the work place. It’s against dress code.”

“It’s literally a dress! I don’t understand the big deal. I’m a woman. I have breast. Deal with it!” You yell. The annex goes silent before the doors open again. Michael strolls in. You roll your eyes. Fantastic.

“What is going on here-“ Michael stops when he see’s you, his eyes immediately scanning you up and down. “Wow nice [y/n]. Is that what you’ve been hiding under those sweaters all the time?” Michael laughs, glancing at the camera. By this point your blood is boiling. “Oh my god!” You exclaim angrily, looking away from everyone, practically trying to hide. Jim catches your embarrassment and turns back to them.

“Ok! Can everyone stop talking about my girlfriends breast please. She’s uncomfortable and it’s honestly making me uncomfortable, alright?” He informs, voice broad but not mean or demanding. Kevin comes in the annex next. “How are you uncomfortable Jim? I bet those thing are nice and comfortable. Like a pillow.” He begins to giggle like a school boy.

That was the last straw for you. You turn and storm out of the annex, practically shoving Angela into the counter. “Hey!” She proclaims, giving you a dirty look before glaring unapprovingly at your outfit. You quickly head for the lobby, storming down the stairs and outside the establishment.

Jim watched you leave with a sigh. “Nice going Kev.” Jim says as he passes Kevin to go look for you. Kevin turns and shrugs. “What? I thought that would be a compliment.” Jim ignores him, following after you quickly, eager to make you feel better.

Pam sighs and crosses her arms, looking to Kevin in disapproval. “That’s not a compliment Kevin. You were basically sexualizing her.” Kevin turns, “Oh Pam, you’re just jealous that your boobs aren’t as big as [y/n]'s.” Pam glances at the camera in disbelief before looking down at her own chest.

Outside you sat on a curb near the doors of the warehouse, shivering against the cold. You were too enraged with anyone to have grabbed your coat. You turn and it’s hard to even let out a smile when Jim comes around the corner with his coat on, in his other hand he holds your coat as well, a sympathetic smile on his face.

When he gets to you he slips it on your shoulders, bringing some sort of warmth to your body. “Thanks.” You say bittersweetly.

“Eh no problem. Don’t want my girlfriend getting hypothermia” He chuckles, but it fades when you don’t do it back.

He sits down on the curb next to you. His body warmth feels good against your own, and you move in closer to him. His hand comes up and rests on your thigh, his thumb drawing circles along the skin. "I didn't mean to cause such a scene." You mumble with a laugh. Jim laughs back at you, wrapping his arm around your lower back, pushing you closer into him. You lean your head on his shoulder.

"I tried my best to keep Michael occupied, but you know how difficult that is." Jim explains to you with a laugh. You giggle, knowing that was true. Jim smiled at the sound of your laugh, pressing a chaste kiss against your forehead. You close your eyes and nuzzle into him. "You really do look beautiful in this dress." He compliments. You smile against him, "I'll try to wear it more, not in an office setting." You joke. Jim turns to face you, and you shiver when the warmth of his body leaves yours. He grabs the side of your face with a palm, hazel eyes boring into yours.

"I love you either way." he states before leaning down and giving you a kiss. Your eyes flutter closed, and your body melts into his. After that the two of you sit in comfortable silence, enjoying eachother’s warmth and company.

“C’mon. Let’s go back inside.” You say. Jim turns to you, an eyebrow raised. “Are you sure?” He asks. He was willing to stay out there all day with you if that’s what you wanted, and you knew that. You give him a warm smile, “Yes. I don’t want my boyfriend getting hypothermia.” You relay the joke he had made before. He chuckles, and you both make your way back inside the building.

The rest of the day at the office was normal. You had guessed your outburst from earlier made everyone want to stay away from you, which you didn’t mind. Kevin and Michael did walk over to your desk to apologize for their actions earlier. You happily accepted their apologies, Jim giving you a grin from across the room. You had guessed he had spoken to them about the displeasure you had with their comments.

After work, Jim came over to your apartment and you two watched some movies together. Although you did like the dress, it took you around five minutes to scramble into some pajamas, cuddling up with Jim on the couch.

“You look just as beautiful in pajamas, you know that?” The man teases you, popping a small peice of popcorn in his mouth. You smile and snuggle into him, “I love you.”

“I love you too.”

Page two of my Hazbin Office AU library card 🥳